Search Deals onDowntown St. Michaels Vacation Packages
Downtown St. Michaels Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Lankford Hotel and Lodge
Downtown Ocean City
Price was $1,520, price is now $1,330 per person
$1,330
per person
Jul 27 - Jul 31
found 2 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Fenwick Shores, Tapestry Collection by Hilton
Price was $2,576, price is now $2,069 per person
$2,069
per person
Jul 27 - Jul 31
found 2 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this beach hotel in Fenwick Island. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maryland Beach and Bethany Beach Beaches are located nearby.
Grand Hotel Ocean City Oceanfront
Downtown Ocean City
Price was $2,243, price is now $1,854 per person
$1,854
per person
Jul 27 - Jul 31
found 2 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, 4 restaurants, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Princess Royale Oceanfront Resort
North Ocean City
Price was $2,093, price is now $1,761 per person
$1,761
per person
Jul 27 - Jul 31
found 2 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Bethany Beach Ocean Suites Residence Inn by Marriott
Downtown Bethany Beach
Price was $2,706, price is now $2,304 per person
$2,304
per person
Jul 27 - Jul 31
found 2 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this beach hotel in Bethany Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bethany Beach Boardwalk and Bethany Beach Beaches are located nearby.
Hotel Bethany Beach
Price was $1,801, price is now $1,565 per person
$1,565
per person
Jul 27 - Jul 31
found 2 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this hotel in Bethany Beach. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bethany Beach Beaches and Bethany Beach Boardwalk are located nearby.
Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
Price was $2,132, price is now $1,879 per person
$1,879
per person
Jul 27 - Jul 31
found 2 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Princess Bayside Beach Hotel
Midtown Ocean City
Price was $1,821, price is now $1,606 per person
$1,606
per person
Jul 27 - Jul 31
found 2 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
3-4 Night Vacations in Downtown St. Michaels
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Downtown St. Michaels
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
The Wildset
209 N Talbot St St. Michaels MD
Stay at this hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Parsonage Inn
210 North Talbot Street St. Michaels MD
Stay at this B&B in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Higgins Yacht Yard and Marina and Muskrat Park are located ...
Save an average of 15% on thousands of hotels when you're signed in
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
Book a stay at this business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants, and a marina. Our guests praise the helpful staff and ...
St Michaels Inn
1228 S Talbot Street St. Michaels MD
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Best Western Kent Narrows Inn
3101 Main Street Grasonville MD
Book a stay at this business-friendly hotel in Grasonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hyatt Place Kent Narrows & Marina
3028 KENT NARROW WAY S Grasonville MD
Book a stay at this business-friendly hotel in Grasonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Jul 28 - Tue, Aug 11
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$420 Roundtrip, found 3 days ago
$420
Roundtrip
found 3 days ago
Wed, Jul 29 - Tue, Aug 11
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$452 Roundtrip, found 6 hours ago
$452
Roundtrip
found 6 hours ago
Tue, Jul 28 - Tue, Aug 11
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$463 Roundtrip, found 17 hours ago
$463
Roundtrip
found 17 hours ago
Wed, Jul 29 - Tue, Aug 11
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$500 Roundtrip, found 1 day ago
$500
Roundtrip
found 1 day ago